(−)-Epicatechin gallate
from green tea
Product Number E3893
Storage Temperature 2-8 °C
Product Description
Molecular Formula: C22H18 O10
Molecular Weight: 442.4
CAS Number: 1257-08-5
Synonym: (2R,3R)-2-(3,4-dihydroxyphenyl)-
3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,
4,5-trihydroxybenzoate)
(-)-Epicatechin gallate is a polyphenol compound, or
catechin, that occurs naturally in tea (Camellia
sinensis). This compound and other tea polyphenols
1,2
have been studied for their antioxidant properties.
Epicatechin gallate has been shown to inhibit tyrosine
phosphorylation of platelet-derived growth factor Rβ in
rat and human vascular smooth muscle cells and of
vascular endothelial growth factor receptor 2 (VEGF
3,4
R2). A study of the action of epicatechin gallate and
other compounds on plasma coagulation by
5
Staphylococcus aureus has been described.
A protocol for the purification of epicatechin gallate
that uses liquid-liquid partitioning, high-speed
countercurrent chromatography, and gel
6
chromatography has been published. The analysis of
epicatechin gallate and other green tea constituents by
microemulsion electrokinetic chromatography has
7
been described. An HPLC/electrochemical detection
technique for the analysis of epicatechin gallate and
8
other tea catechins has been reported. An HPLC/MS
study has analyzed the presence of epicatechin
9
gallate and other polyphenols in grapes.
Precautions and Disclaimer
For Laboratory Use Only. Not for drug, household or
other uses.
Preparation Instructions
This product is soluble in water (5 mg/ml), with heat
and sonication as needed, yielding a clear, colorless
solution.
Sigma brand products are sold through Sigma-Aldrich, Inc.
Sigma-Aldrich, Inc. warrants that its products conform to the information contained in this and other Sigma-Aldrich publications. Purchaser
must determine the suitability of the product(s) for their particular use. Additional terms and conditions may apply. Please see reverse side of
the invoice or packing slip.
References
1. Nakagawa, T., and Yokozawa, T., Direct
scavenging of nitric oxide and superoxide by
green tea. Food Chem. Toxicol., 40(12), 1745-
1750 (2002).
2. Anderson, R. F., et al., Green tea catechins
partially protect DNA from • OH radical-induced
strand breaks and base damage through fast
chemical repair of DNA radicals. Carcinogenesis,
22(8), 1189-1193 (2001).
3. Sachinidis, A., et al., Inhibition of the PDGF
β-receptor tyrosine phosphorylation and its
downstream intracellular signal transduction
pathway in rat and human vascular smooth
muscle cells by different catechins. FASEB J.,
16(8), 893-895 (2002).
4. Lamy, S., et al., Green tea catechins inhibit
vascular endothelial growth factor receptor
phosphorylation. Cancer Res., 62(2), 381-385
(2002).
5. Akiyama, H., et al., Antibacterial action of several
tannins against Staphylococcus aureus. J.
Antimicrob. Chemother., 48(4), 487-491 (2001).
6. Baumann, D., et al., A simple isolation method for
the major catechins in green tea using high-speed
countercurrent chromatography. J. Nat. Prod.,
64(3), 353-355 (2001).
7. Pomponio, R., et al., Microemulsion electrokinetic
chromatography for the analysis of green tea
catechins: Effect of the cosurfactant on the
separation selectivity. Electrophoresis, 24(10),
1658-1667 (2003).
8. Sano, M., et al., Simultaneous determination of
twelve tea catechins by high-performance liquid
chromatography with electrochemical detection.
Analyst, 126(6), 816-820 (2001).
9. Wu, Q., et al., Determination of proanthocyanidins
in grape products by liquid chromatography/mass
spectrometric detection under low collision energy.
Anal. Chem., 75(10), 2440-2444 (2003).
GCY / RXR 5/06